Dienochlor

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Dienochlor
Dienochlor.svg
Names
IUPAC name
1,2,3,4,5-Pentachloro-5-(1,2,3,4,5-pentachlorocyclopenta-2,4-dien-1-yl)cyclopenta-1,3-diene
Other names
Decachlor, perchlorbis(cyclopenta-2,4-dien-1-yl), pentac
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.058 Edit this at Wikidata
UNII
  • InChI=1S/C10Cl10/c11-1-2(12)6(16)9(19,5(1)15)10(20)7(17)3(13)4(14)8(10)18
    Key: LWLJUMBEZJHXHV-UHFFFAOYSA-N
  • ClC1=C(Cl)C(Cl)(C2(Cl)C(Cl)=C(Cl)C(Cl)=C2Cl)C(Cl)=C1Cl
Properties
C10Cl10
Molar mass 474.61 g·mol−1
Appearance Yellow crystalline solid
Density 1.923 g/cm3
Melting point 122–123 °C (252–253 °F; 395–396 K)
Boiling point 250 °C (482 °F; 523 K)
Practically insoluble in water
Hazards
GHS labelling:
GHS07: Exclamation mark GHS09: Environmental hazard
Warning
H302, H319, H400
P264, P270, P273, P280, P301+P312, P305+P351+P338, P313, P330, P337, P391, P501
Flash point 187.8 °C (370.0 °F; 460.9 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dienochlor is an organochlorine compound included in the group of cyclic chlorinated hydrocarbons. Its chemical formula is C
10
Cl
10
.[1] Dienochlor is mostly used as a pesticide and ovicide.

Synthesis[edit]

Dienochlor can be obtained by catalytic reduction of hexachlorocyclopentadiene (e.g. with copper or hydrogen).[2]

Dienochlor synthesis

Properties[edit]

Dienochlor is a combustible yellow solid which is practically insoluble in water. It decomposes when heated above 250 °C. It decomposes rapidly under the influence of sunlight.

Applications[edit]

Dienochlor is used as an acaricide under the trade name Pentac for combating mites (Tetranychus, Polyphagotarsonemus latus) on roses, chrysanthemums, and other ornamental plants.[3]

Regulations[edit]

Dienochlor was approved for use in the Western Germany between 1971 and 1990. In the European Union, no plant protection products containing dienochlor are authorized.[4]

References[edit]

  1. ^ "Dienochlor". Retrieved 1 June 2017.
  2. ^ "Dienochlor PESTANAL®, analytical standard". Sigma Aldrich. sigmaaldrich.com.
  3. ^ "PENTAC". toxnet.nlm.nih.gov. Retrieved 1 June 2017.
  4. ^ "VERORDNUNG (EG) Nr. 2076/2002 DER KOMMISSION". eur-lex.europa.eu. Retrieved 1 June 2017.